Events
It's not just another day in paradise! You'll find doings and happenings up and down the Keys, nearly every day of the year. Check out the latest fun and frolic below.
Only-In-The-Keys Festivals & Events
There’s always something happening in the Florida Keys & Key West, from eclectic festivals focusing on the area’s colorful history, arts and notable cuisine to events that celebrate the Keys’ unique environment, underwater adventures and quirky ambiance.
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Featured
Key West
Mile 0 Fest (2026)
Jan 27 - 31, 2026
Experience Mile 0 Fest in the stunning Florida Keys! Enjoy five days of top Texas Red Dirt & Americana music, beachfront parties, and unforgettable...
Key West
The Doo Wop Project at Tennessee Williams Theater
Mar 11, 2026
Featuring stars from the Broadway shows Jersey Boys, Motown, Beautiful and Hairspray, Doo Wop Project is inspired by inner city African American vocal...
Islamorada
St. Paddy's Island 5K/10K
Mar 13 - 16, 2026
We're so excited to bring you a fun 5K and 10K to our favorite and most popular place in Islamorada. St. Paddy's is a celebrated holiday throughout...
Key West
RAMS HEAD PRESENTS: MARTIN SEXTON LIVE WIDE OPEN TOUR 2026 at Key West Theater
Mar 13, 2026
Experience an unforgettable night in the Florida Keys! Catch acclaimed singer-songwriter Martin Sexton live at the Key West Theater on March 13, 2026...
Key West
John Frinzi & Aaron Scherz at Key West Theater
Mar 13, 2026
Experience John Frinzi & Aaron Scherz at Key West Theater (Mar 13, 2026) — an island-style evening of sun-soaked folk-pop, multi‑platinum songwriting...
Marathon
The Original Marathon Seafood Festival (2026)
Mar 14 - 15, 2026
Experience the vibrant flavors of the Florida Keys at the Marathon Seafood Festival! Enjoy fresh local seafood, live music, arts & crafts, and family...
Key West
South Florida Symphony Orchestra: Dvořák’s Eighth & Sibelius’ Violin Concerto
Mar 14, 2026
Experience a season finale in Key West: South Florida Symphony Orchestra at Tennessee Williams Theatre on March 14, 2026, 7:30 PM. Maestra Sebrina...
Key West
Kim Gordon’s Black and Red Masquerade Ball at Key West Theater
Mar 14, 2026
Escape to the Key West Theater on March 14, 2026 for Kim Gordon’s Black & Red Masquerade Ball, a glamorous Venetian-style night of swing, jazz, blues...
Key West
Golden Girls: The Tribute Show - A Drag Parody at Key West Theater
Mar 15, 2026
Join GOLDEN GIRLS: THE TRIBUTE SHOW in Key West — a hilarious drag parody of Dorothy, Rose, Blanche & Sophia with live scenes, musical numbers...
Key West
Hilariously Inappropriate Drag Queen Bingo: A Comedy Show with Balls at Key West Theater
Mar 15, 2026
Hilariously Inappropriate Drag Queen Bingo — A Comedy Show with Balls comes to Key West on March 15, 2026. Two hours of raunchy, ridiculous fun...
Key West
Carr-Petrova Duo - Impromptu Classical Concerts at Tennessee Williams Theater
Mar 15, 2026
\- Impromptu Classical Concerts - Described as "ravishing" (Strad), "enlightened" (BBC), "explosive" (Virginia Gazette), and "irresistibly elegant"...
Key West
Library Speaker Series: Christopher Castellani
Mar 16, 2026
Join acclaimed novelist Christopher Castellani for an intimate Speaker Series talk at Key West Library on March 16, 2026, 6:00 PM. Free admission —...
Key West
Larry Joe Taylor & Guest at Key West Theater
Mar 19, 2026
Experience Larry Joe Taylor’s soulful Coastal & Western sound live at Key West Theater on March 19, 2026. Bring island-time vibes, sing along to...
Key West
The Italian American Dream with Analisa and John
Mar 19, 2026
Experience "The Italian American Dream" with Analisa & John Gallo in Key West on Mar 19. Dinner at 5:30pm, show 6:45pm; $50 includes dinner and a...
Key West
Key West International Dance Company - 'MURDER OR MUTINY?'
Mar 19 - 21, 2026
This new show, set in the early 1800's, traces Captain Samuel's precarious voyages as a sea trader in the days of the spice route. While running opium...
